Reaction equation
[CH3:1][P:2]1(=[O:7])[CH2:6][CH2:5][CH:4]=[CH:3]1.O=O.[CH3:10][O:11][P:12]([CH3:14])[OH:13]>>[CH3:10][O:11][P:12]([CH:3]1[CH2:4][CH2:5][CH2:6][P:2]1([CH3:1])=[O:7])([CH3:14])=[O:13]Participants
Procedure
6 g of t-butyl peroctoate in 30 g of methane phosphonous acid methyl ester and 116 g of 1-methyl-1-oxophospholine are added dropwise to 282 g of oxygen-free methane phosphonous acid methyl ester at 120° C with stirring. The reaction time is 90 minutes. Excess methane phosphonous acid methyl ester and a small quantity of 1-methyl-oxophospholine are distilled off. The residue, consisting of 205 g of 1-methyl-1-oxophospholanylmethyl phosphinic acid methyl ester, is purified by distillation under vacuum (bp 1mm :210° to 220° C) to yield 186 g of pure product which solidifies very slowly to stellate crystals which begin to reliquefy at 70° C. Acid saponification leads to isomeric 1-methyl-1-oxophospholanyl-methyl phosphinic acids of the idealized constitution: ##STR16##
Workup
- distillationExcess methane phosphonous acid methyl ester and a small quantity of 1-methyl-oxophospholine are distilled off
- distillationis purified by distillation under vacuum (bp 1mm :210° to 220° C)
Sources & evidence
- ORD record
- ord-b4edafbb9f294626aaa15e458f0a6b41
- Source dataset
- uspto-grants-1978_01
- Patent number
- US04067820
Linked notes
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